Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Adenine | HCID 190 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Diethyl phosphoric acid | HCID 5166299 | — |
| Edukt | Bis(chloromethoxy)methane | HCID 14843538 | — |
| Edukt | Chloromethoxy(diethoxyphosphinomethoxy)methane | HCID 57012807 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 86753340 | HCID 86753340 | — |
Reaktionsschritte
To a suspension of 60% sodium hydride in mineral oil (1.4 g, 34.5 mmol) in DMF (100 mL) was added adenine (4.7 g, 34.5 mmol) and the mixture was stirred at 80° C. for 1 hr. To the resulting yellow solution was added dropwise a solution of chloromethoxy-(diethoxyphosphinomethoxy)methane [(prepared from diethylphosphate (4.4 mL, 34.5 mmol) and bis-(chloromethoxy)methane (25 g, 172 mmol)] in DMF (20 mL) under nitrogen. After stirring at 25° C. for 15 hr, volatiles were removed in vacuo, and the resulting oily residue was purified by silica gel column chromatography using CH2Cl2 /10% MeOH as eluent to obtain the title compound as a colorless oil: yield 6.0 g (50%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05837871 |
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| Quelldatensatz | uspto-grants-1998_11 |
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| ORD ID | ord-882c6274cd2d42f5a4be68687dde110d |
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| Quellennotiz | uspto-grants-1998_11 |
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